1'-(5-bromopentyl)-6-methoxy-3,4-dihydro-spiro[2H-naphthalene-1,3'-pyrrolidine]-2',5'-dione | 1237501-31-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 1'-(5-bromopentyl)-6-methoxy-3,4-dihydro-spiro[2H-naphthalene-1,3'-pyrrolidine]-2',5'-dione
• 英文别名: 1'-(5-bromopentyl)-7-methoxyspiro[2,3-dihydro-1H-naphthalene-4,3'-pyrrolidine]-2',5'-dione
• CAS: 1237501-31-3
• 化学式: C₁₉H₂₄BrNO₃
• 分子量: 394.308
• InChiKey: IZRURWQGCDYYIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1'-(5-bromopentyl)-6-methoxy-3,4-dihydro-spiro[2H-naphthalene-1,3'-pyrrolidine]-2',5'-dione 、 potassium selenocyanate 在 crown ether 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以63%的产率得到1'-[5-(selenocyanato)pentyl]-6-methoxy-3,4-dihydro-spiro[2H-naphthalene-1,3'-pyrrolidine]-2',5'-dione
  参考文献：
  名称：

  Synthesis and biological evaluation of novel spiro 6-methoxytetralin-1,3′-pyrrolidine based organoselenocyanates against cadmium-induced oxidative and hepatic damage in mice

  摘要：

  A series of novel organoselenocyanate compounds (6a-d) having spiro[tetralin-1,3'-pyrrolidine] moiety were synthesized. The compounds were evaluated for their inhibitory activity against cadmium- (Cd) induced toxicity in Swiss Albino mice. All the compounds (6a-d) inhibited the level of lipid peroxidation (LPO) and upregulated the activity of glutathione-S-transferase (GST), superoxide dismutase (SOD), catalase (CAT) and reduced glutathione (GSH) levels in treatment group in comparison to the untreated Cd control group. Serum transaminase activities, e.g., alanine aminotransferase (ALT) and aspartate aminotransferase (AST) were also significantly lowered in the compound-treated mice. Elongation of the alkyl chain length bearing the selenocyanate (SeCN) active group enhanced the potency of the compounds, 6d being the most active one (6d > 6c > 6b > 6a). (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.04.001
• 作为产物：
  描述：

  1,5-二溴戊烷 、 6-methoxy-1,2,3,4-tetrahydronaphthalene-1-spiro-3'-pyrrolidino-2',5'-dione 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以58%的产率得到1'-(5-bromopentyl)-6-methoxy-3,4-dihydro-spiro[2H-naphthalene-1,3'-pyrrolidine]-2',5'-dione
  参考文献：
  名称：

  Synthesis and biological evaluation of novel spiro 6-methoxytetralin-1,3′-pyrrolidine based organoselenocyanates against cadmium-induced oxidative and hepatic damage in mice

  摘要：

  A series of novel organoselenocyanate compounds (6a-d) having spiro[tetralin-1,3'-pyrrolidine] moiety were synthesized. The compounds were evaluated for their inhibitory activity against cadmium- (Cd) induced toxicity in Swiss Albino mice. All the compounds (6a-d) inhibited the level of lipid peroxidation (LPO) and upregulated the activity of glutathione-S-transferase (GST), superoxide dismutase (SOD), catalase (CAT) and reduced glutathione (GSH) levels in treatment group in comparison to the untreated Cd control group. Serum transaminase activities, e.g., alanine aminotransferase (ALT) and aspartate aminotransferase (AST) were also significantly lowered in the compound-treated mice. Elongation of the alkyl chain length bearing the selenocyanate (SeCN) active group enhanced the potency of the compounds, 6d being the most active one (6d > 6c > 6b > 6a). (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.04.001